Wang Zi-Xuan, An Zhen, Liu Han-Wu, Xie Jin-Yan, Wang Hao-Ran, Yan Xi-Tao
Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy,Northwest A & F University Yangling 712100, China.
Zhongguo Zhong Yao Za Zhi. 2024 Jun;49(12):3242-3251. doi: 10.19540/j.cnki.cjcmm.20240319.201.
The column chromatography with silica gel, reversed-phase C_(18), and Sephadex LH-20 was employed to separate the methanol extract of the aerial parts of Hypericum elatoides. The compounds were identified by the comprehensive analysis of IR, NMR, and MS data as methyl 8-O-β-D-glucopyranosyl-(Z)-5-octenoate(1), methyl 3-O-β-D-glucopyranosyl-4-methylhexanoate(2), byzantionoside B(3), 9-epi-blumenol C glucoside(4), corchoionoside C(5),(6S,9R)-roseoside(6), cis-p-coumaric acid 4-O-β-D-glucopyranoside(7), trans-p-coumaric acid 4-O-β-D-glucopyranoside(8), methyl 3-(4-hydroxyphenyl)propanoate(9),(E)-chlorogenic acid methyl ester(10), quercetin-3-O-β-D-glucopyranoside(11), β-sitosterol(12), stigmasterol(13), stigmast-4-en-3-one(14), β-amyrin(15), daucosterol(16), sitoindoside Ⅰ(17), oleic acid(18), methyl α-linolenate(19), trilinolein(20), and cassipourol(21). Among them, compounds 1 and 2 were identified as new glycosides and named hyperelatosides G and H. Compounds 3-5, 7-9, 17, and 20-21 were isolated from the genus Hypericum for the first time. The remaining compounds were isolated from H. elatoides for the first time. The results of biological assays revealed that compound 11 exhibited significant anti-neuroinflammatory activity, and compounds 1, 3, and 19 displayed certain neuroprotective effects.
采用硅胶柱色谱、反相C₁₈柱色谱和葡聚糖凝胶LH - 20柱色谱对赶山鞭地上部分的甲醇提取物进行分离。通过对红外光谱(IR)、核磁共振光谱(NMR)和质谱(MS)数据的综合分析,鉴定出这些化合物为8 - O-β - D - 吡喃葡萄糖基 -(Z)- 5 - 辛烯酸甲酯(1)、3 - O-β - D - 吡喃葡萄糖基 - 4 - 甲基己酸甲酯(2)、拜占庭糖苷B(3)、9 - 表 - 布鲁门醇C葡萄糖苷(4)、柯乔诺苷C(5)、(6S,9R)- 蔷薇糖苷(6)、顺式对香豆酸4 - O-β - D - 吡喃葡萄糖苷(7)、反式对香豆酸4 - O-β - D - 吡喃葡萄糖苷(8)、3 -(4 - 羟基苯基)丙酸甲酯(9)、(E)- 绿原酸甲酯(10)、槲皮素 - 3 - O-β - D - 吡喃葡萄糖苷(11)、β - 谷甾醇(12)、豆甾醇(13)、豆甾 - 4 - 烯 - 3 - 酮(14)、β - 香树脂醇(15)、胡萝卜苷(16)、西伯利亚红景天苷Ⅰ(17)、油酸(18)、α - 亚麻酸甲酯(19)、三亚麻酸甘油酯(20)和卡西波醇(21)。其中,化合物1和2被鉴定为新的糖苷,分别命名为赶山鞭苷G和赶山鞭苷H。化合物3 - 5、7 - 9、17以及20 - 21首次从金丝桃属植物中分离得到。其余化合物首次从赶山鞭中分离得到。生物活性测定结果表明,化合物11表现出显著的抗神经炎症活性,化合物1、3和19显示出一定的神经保护作用。